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Affordable Finds: 2/2 Stone Island cottage from 1933 on nearly half an acre asking $299,000

“Affordable Finds” is The Orlando Shine’s go-to column for Central Florida homebuyers looking to stretch their dollars without sacrificing style, space, or location. Each post will spotlight a home priced under $350,000- real homes you can actually afford in neighborhoods across Greater Orlando and surrounding counties. Full disclosure, some are better than others.


This two-bedroom, two-bathroom cottage at 556 Stone Island Road [GMap] in Enterprise was built all the way back in 1933, and it’s sitting on a spacious 0.43-acre lot with views of Lake Monroe. The home measures 1,505 SF, with a 400-square-foot living room featuring a high vaulted ceiling, a wood-burning fireplace, and plenty of windows for natural light and to live out your best Cross Creek cosplay fantasies.

The kitchen leans into the home’s vintage character with antique-style finishes, while both bedrooms get their own private bathroom access. Recent updates include a new metal roof with insulation, a newer AC unit and water heater from 2022, and updated electrical. Appliances, including the washer and dryer, are less than three years old.

Outside, there’s a large deck for taking in the lake breeze while knitting on a rocking chair, plus two outbuildings on cement slabs (though both will need some work). The home sits on city water and sewer with a well for irrigation and has a termite bond in place.

Stone Island offers a boat ramp on Lake Monroe and is located just across the water from downtown Sanford.

Click HERE for the Zillow listing.